Senior Design Operations Program Manager - Agentic Design

Triwill Group; Toronto; Hybrid; CAD 118,000 - 162,000; Full time

Benefits offered by this job

Health insurance

Equity

Bonus

Paid leave

Job summary

Okta is seeking a Senior Design Operations Program Manager, Agentic Design to operationalize internal AI agents, plug-ins, and automated workflows across a 60+ person design org. You will bridge AI tooling with design ops, partnering with design, product management, and design systems to scale AI-driven capabilities.

This role requires strong change management, hands-on AI tooling experience, and the ability to create scalable documentation while driving governance, prompt libraries, and design

Qualifications

• 4+ years of experience in Design Operations, Creative Operations, or Program Management within complex software/SaaS design organizations.
• Hands-on experience with AI design tools, generative AI capabilities, LLMs, MCPs, custom Figma plug-ins, and agentic workflows.
• Proven track record of rolling out complex operational initiatives, design systems, or accessibility standards across cross-functional teams with high adoption.
• Clear understanding of collaboration between UX Designers, Content Designers, UX Researchers, and Design Systems Engineers.

Responsibilities

• AI & Agentic Design Enablement: Drive AI adoption, evaluation, and workflow integration across Design; manage plug-ins, MCP integrations, and AI tool adoption.
• Partner with engineering to operationalize and ship internal AI tools and agentic workflows across the design org.
• Foster experimentation culture, establish AI governance guidelines, and codify prompt library and design quality safety best practices.
• Design Systems & Operational Change Management: Lead change management for Odyssey, communicate roadmaps and releases, and drive adoption across Design and Engineering.
• Operationalize accessibility programs: audits, guidelines, and continuous accessibility checks in design workflows.
• Program Enablement & Culture: Deliver enablement workshops and deep dives; create standardized templates and centralized resources; measure adoption and impact of AI agents.

Skills

Design Ops

AI tools

Cross-functional

Change management

Documentation

Communication

Figma

FigJam

Jira

Confluence

Cursor

Claude Code

OpenAI

Anthropic workflows

MCPs

Tools

Figma

FigJam

Jira

Confluence

Cursor

Claude Code

OpenAI

Anthropic workflows

MCPs

Job description

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk.

The role

At Okta, we believe AI will fundamentally transform how design, research, and product development happen. We are looking for a Senior Design Operations Program Manager, Agentic Design to lead the operationalization and enablement of internal AI agents, plug-ins, and automated workflows across our Design team — reimaging how designers create in the AI era through internal AI agents.

In this role, you will bridge the gap between AI tooling capabilities and practical design ops execution. You will partner closely with design, product management and design systems to govern, evaluate, deploy, and scale AI-driven design capabilities — making our 60+ person design org dramatically faster, more consistent, and highly innovative.

This is a tactical, execution-focused builder role for an operations leader who is deeply curious about AI tools, understands modern UX workflows, and excels at change management, team enablement, and operationalizing new frameworks.

What you'll do

AI & Agentic Design Enablement

• Serve as the operational connective tissue driving AI adoption, evaluation, and workflow integration across Product Design, UX Research, and Content Design.
• Manage the intake, evaluation, and approval process for design plug-ins, Model Context Protocol (MCP) integrations, and generative AI tools (e.g., custom content design assistants, design-to-code agents).
• Partner with internal engineering teams to operationalize, ship, and drive adoption of internally built AI tools and agentic workflows across the design organization.
• Foster a culture of experimentation and research, establish guidelines and evaluation standards for AI agent usage, and codify best practices for AI governance, prompt library design, and design quality safety.

Design Systems & Operational Change Management

• Lead the change management strategy for Okta’s design system (Odyssey). Operationalize how roadmaps, major releases, component updates, and usage guidelines are communicated and adopted across Design and Engineering.
• Operationalize design-specific accessibility programs. Roll out accessibility audits, build localized guidelines, and integrate continuous accessibility checks directly into design team workflows.

Program Enablement & Culture

• Design and execute hands‑on enablement workshops, brown bags, Figma/AI deep dives, and hackathons to build AI capability across design and content teams.
• Create and maintain standardized operational templates, workflow documentation, and centralized resources so design teams spend less time reinventing process and more time creating.
• Measure adoption rates, effectiveness, time savings, and business impact of deployed AI agents and design tools; leverage feedback loops to continuously refine processes.

What We’re Looking For

• 4+ years of experience in Design Operations, Creative Operations, or Program Management within complex software/SaaS design organizations.
• Strong hands‑on experience using AI design tools, generative AI capabilities, LLMs, Model Context Protocols (MCPs), custom Figma plug‑ins, and agentic workflows.
• Proven track record of rolling out complex operational initiatives, design systems, or accessibility standards across cross‑functional teams with high adoption and minimal friction.
• Clear understanding of how UX Designers, Content Designers, UX Researchers, and Design Systems Engineers collaborate across the product development lifecycle.
• A proactive, self‑directed problem solver who thrives on organizing ambiguity, creating scalable documentation, and getting things across the finish line.
• Exceptional verbal and written communication skills with a knack for translating complex technical concepts into intuitive guidelines for design teams.
• Deep familiarity with Figma, FigJam, Jira, Confluence, and emerging AI design tooling ecosystems (e.g., Cursor, Claude Code, OpenAI/Anthropic workflows, custom MCPs).

Must attend in person orientation in Toronto the first Tuesday of employment.

Below is the annual salary range for candidates located in Canada. Your actual salary will depend on factors such as your skills, qualifications, and experience. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental, and vision insurance, RRSP with a match, healthcare spending, telemedicine, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program, please visit: https://rewards.okta.com/can.

The annual base salary range for this position for candidates located in Canada is between: $118,000 — $162,000 CAD

The Okta Experience

• Supporting Your Well-Being
• Driving Social Impact
• Developing Talent and Fostering Connection + Community

We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one. Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws. If reasonable accommodation is needed to complete any part of the job application, interview process, or onboarding please use this Form to request an accommodation. Notice for New York City Applicants & Employees: Okta may use Automated Employment Decision Tools (AEDT), as defined by New York City Local Law 144, that use artificial intelligence, machine learning, or other automated processes to assist in our recruitment and hiring process. In accordance with NYC Local Law 144, if you are an applicant or employee residing in New York City, please click here to view our full NYC AEDT Notice.